A dual colorimetric-ratiometric fluorescent probe NAP-3 for selective detection and imaging of endogenous labile iron(<scp>iii</scp>) pools in C. elegans

Goel, Atul; Umar, A. S.; Nag, Pankaj; Sharma, Ashutosh; Kumar, Lalit; Shamsuzzama,; Hossain, Zakir; Gayen, Jiaur R.; Nazir, Aamir

doi:10.1039/c4cc09798j

Cited by 60 publications

(26 citation statements)

References 36 publications

(20 reference statements)

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“…For the development of selective ratiometric fluorescent probes for iron, Goel et al ( 51 ) designed and synthesized naphttho[2,1- b ]-[1,10]-phenanthroline (NAP) derivatives. Among them, NAP-3, comprising a 1,10-phenanthroline moiety as a Fe 3+ chelator and a conjugated donor–acceptor as a chromophore, was selected as the best candidate (Fig.…”

Section: Fluorescent Probesmentioning

confidence: 99%

Chemical tools for detecting Fe ions

Hirayama

Nagasawa

2017

J. Clin. Biochem. Nutr.

126

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Owing to its distinctive electrochemical properties with interconvertible multiple oxidation states, iron plays a significant role in various physiologically important functions such as respiration, oxygen transport, energy production, and enzymatic reactions. This redox activity can also potentially produce cellular damage and death, and numerous diseases are related to iron overload resulting from the dysfunction of the iron regulatory system. In this case, “free iron” or “labile iron,” which refers to iron ion weakly bound or not bound to proteins, causes aberrant production of reactive oxygen species. With the aim of elucidating the variation of labile iron involved in pathological processes, some chemical tools that can qualitatively and/or quantitatively monitor iron have been utilized to investigate the distribution, accumulation, and flux of biological iron species. Since iron ions show unique reactivity depending on its redox state, i.e., Fe2+ or Fe3+ (or transiently higher oxidative states), methods for the separate detection of iron species with different redox states are preferred to understand its physiological and pathological roles more in detail. The scope of this review article covers from classical chromogenic to newly emerging chemical tools for the detection of Fe ions. In particular, chemical tools applicable to biological studies will be presented.

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Section: Fluorescent Probesmentioning

confidence: 99%

Chemical tools for detecting Fe ions

Hirayama

Nagasawa

2017

J. Clin. Biochem. Nutr.

126

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“…probe NAP-3 (Goel et al 2015), consisting of a naphtho[2,1-b]-[1,10]-phenanthroline (NAP). After exposure to increasing concentrations of Fe 3?…”

Section: Reviewmentioning

confidence: 99%

“…Adapted from Goel et al (2015) (Mn) also take active part in health and disease (Avila et al 2013). Yet Mn sensors are still on an early stage, and there have been far fewer smallmolecule probes prepared for Mn 2?…”

Section: Summary and Perspectivesmentioning

confidence: 99%

Recent Endeavors on Molecular Imaging for Mapping Metals in Biology

et al. 2020

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Transition metals such as zinc, copper and iron play vital roles in maintaining physiological functions and homeostasis of living systems. Molecular imaging, including two-photon imaging (TPI), bioluminescence imaging (BLI) and photoacoustic imaging (PAI), could act as non-invasive toolkits for capturing dynamic events in living cells, tissues and whole animals. Herein, we review the recent progress in the development of molecular probes for essential transition metals and their biological applications. We emphasize the contributions of metallostasis to health and disease, and discuss the future research directions about how to harness the great potential of metal sensors. Graphic Abstract

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“…Naphtho[2,1‐ b ][1,10]phenanthrolines 303 , termed NAPs, were synthesized as shown in Scheme . In particular, NA P 3 (Ar = 4‐bromophenyl) was shown to be a dual colorimetric and ratiometric fluorescent probe for selective and “direct” visualization of labile iron(III) pools in the multicellular organism, Caenorhabditis elegans . The 2‐pyrone 300 was prepared by a standard route then reacted with ketone 301 forming 302 , aromatization of which gave the NAPs 303 .…”

Section: Pyrido[32‐c]acridine {Benzo[b][110]phenanthroline}mentioning

confidence: 99%

Pyridoacridines in the 21st Century

Joule

Álvarez

2019

Eur J Org Chem

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This minireview summarizes the work developed during this century with compounds containing the pyridoacridine scaffold in its different isomeric forms. The isolation of natural products, syntheses, bioactivities, chelation capacity, and other properties of compounds containing this framework are discussed. For reasons of length, only compounds containing a maximum of seven condensed rings have been considered, with a few exceptions.

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A dual colorimetric-ratiometric fluorescent probe NAP-3 for selective detection and imaging of endogenous labile iron(iii) pools in C. elegans

Cited by 60 publications

References 36 publications

Chemical tools for detecting Fe ions

Chemical tools for detecting Fe ions

Recent Endeavors on Molecular Imaging for Mapping Metals in Biology

Pyridoacridines in the 21st Century

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